Florian has improved a lot, and kind of has the Machida tactic of evasion and hit and run. Very effective style, if not very exciting. I think he'd do ok against Penn, but Penn will want to avenge his loss against GSP on the next guy he fights.
Machida shows that tactical fighting and skill beats aggression and power. I wonder if the UFC will give him a title shot, since a lot of fans hate his style and he wouldn't be a very popular champ. It also shows how Thiago Silva's 13-1 record came mostly against lower-tier fighters. I wonder how Silva would do against Rampage or Wandy. It would be a slugfest.